Structural and electronic requirements for potent agonists at a nicotinic receptor.
Eur J Pharmacol
; 120(1): 127-31, 1986 Jan 14.
Article
en En
| MEDLINE
| ID: mdl-3485051
ABSTRACT
A new agonist, isoarecolone methiodide (1,1-dimethyl-4-acetyl-1,2,3,6-tetrahydropyridinium iodide) was tested at the frog neuromuscular junction. It was 50 times more potent than carbamylcholine, making it one of the most potent nicotinic agonists known. In addition, its cyclic structure and conjugated carbonyl bond endow it with near rigidity. An analogous compound, 1,1-dimethyl-4-acetylpiperazinium iodide, was synthesized because of its similar geometry and rigidity. It was 2.6 times as potent as carbamylcholine but only 0.053 times as potent as isoarecolone methiodide. Computer assisted molecular modeling and molecular orbital calculations revealed steric and electrostatic field differences between these two compounds.
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Colección:
01-internacional
Banco de datos:
MEDLINE
Asunto principal:
Arecolina
/
Receptores Nicotínicos
Límite:
Animals
Idioma:
En
Revista:
Eur J Pharmacol
Año:
1986
Tipo del documento:
Article